Drawer 09 · 288 notes · 89 people · 2005–2026

Startups & founders

Product-market fit, fundraising, early-stage building, and founder lessons

Q:
Answers from Startups & founders notes, cited
Lenny’s Podcast86 min

How to break out of autopilot and create the life you want

Graham Weaver · Jan 16, 2025
Key learnings
  • Ask yourself what you would pursue if you knew you wouldn't fail, then work backward from that goal to find a path toward it.
  • Write down your limiting beliefs and fears on paper; once externalized they lose power and become concrete to-do items you can…
  • Build accountability through an executive coach, a like-minded friend, or a weekly written form tracking goals and next steps.
SVPG · Marty CaganFeb 3, 2013

Vision Pivots vs. Discovery Pivots

Feb 3, 2013 · 4 min

Marty Cagan argues that the word "pivot" is overused in product teams and that teams too often abandon their product vision far too early. He separates two kinds of pivots: vision pivots, which change the underlying…

Lenny’s Podcast112 min

Launching and growing a podcast

Chris Hutchins · Dec 18, 2022
Key learnings
  • Committing to a steady weekly cadence, even for just 10 weeks, puts a podcast in roughly the top few percent of all shows ever…
  • Only start a podcast if you would keep doing it for free for a long time, because most shows take many months to gain traction…
  • Structure a first season as a fixed number of episodes (e.g., eight) so you can test whether you actually enjoy the work before…
Lenny’s Podcast110 min

Why companies are becoming a series of loops

Anish Acharya · Sep 6, 2026
Key learnings
  • Treat each business function as an agent loop: map its inputs, outputs, and the points where it gets blocked, then supply…
  • Expect loops to climb local maxima quickly, but plan for humans to supply out-of-distribution intuition that moves you to the…
  • When an agent gets stuck, have a human coach it through the problem; the captured traces let the agent handle that case next time.
Lenny’s Newsletter · Free post♥ 45

Maintaining Quality 🏅 Phase 2 of Kickstarting and Scaling a Marketplace Business

Dec 17, 2019 · 13 min

““French fries and buffalo wings are the most difficult problem in the restaurant delivery industry today. We are obsessed with challenging ourselves to consistently deliver them hot and crispy.” — Micah Moreau (VP Growth, DoorDash) Welcome to the second-to-last 😳 post of my eight-part limited series on kickstarting and scaling a marketplace business. In this post, I’ll share the top ten strategies that today’s biggest marketplace…”

Product Talk · Teresa TorresJun 7, 2012

Why the BranchOut Decline Isn't Surprising

Jun 7, 2012 · 3 min

Teresa Torres argues that the rapid user decline of BranchOut, a Facebook-based social recruiting app, was predictable because its core assumption failed. Her team had built a similar product and, through interviews…

Lenny’s Podcast81 min

Why experts writing AI evals is creating the fastest-growing companies in history

Brendan Foody · Sep 18, 2025
Key learnings
  • Treat evals as the product requirement document for a model: if you cannot measure what success looks like for a task, you cannot…
  • Companies should build a systematic test of how AI automates their core value chain, since that measurement is the prerequisite…
  • Evals also serve as sales collateral, showing customers and researchers concretely which real-world capabilities a model or…
SVPG · Marty CaganMar 7, 2012

Viable Product vs. Minimal Product

Mar 7, 2012

Marty Cagan argues that a product proving it works and is usable is not the same as a product people will actually choose to buy and use. He calls the smallest functional, usable version a 'Minimal Product' and reserves…

Lenny’s Podcast99 min

Lessons from Atlassian: Launching new products, getting buy-in, and staying ahead of the competition

Megan Cook · Feb 4, 2024
Key learnings
  • Pair product managers in small peer feedback groups every couple of weeks so people can share rough drafts and get feedback in a…
  • Treat psychological safety as a precondition for bolder ideas; Megan argues the opposite of play is fear, not work.
  • Schedule a recurring block for working through conflict early, so disagreements are addressed before they grow.
SVPG · Marty CaganJun 22, 2013

Lean Canvas vs. Opportunity Assessment

Jun 22, 2013

Cagan distinguishes two lightweight planning tools that are often confused: the Business Model or Lean Canvas and the Opportunity Assessment. The Canvas suits new businesses or entirely new product lines, where many…

HEY World · Jason FriedAug 21, 2025

An obligation to independence

Aug 21, 2025

Jason Fried argues that owning an independent company is a rare privilege, one that frees leaders to experiment in ways that public companies and businesses forced to justify every move cannot. He encourages owners not…

Lenny’s Podcast124 min

Making time for what matters

Jake Knapp + John Zeratsky · Feb 11, 2024
Key learnings
  • Start each day by choosing a highlight: imagine the day is over and decide what you'd want to call the highlight, then protect a…
  • Don't rely on willpower; change your environment by logging out of apps, deleting infinity-pool apps from your phone, or adding…
  • Use your calendar as a design tool by blocking focus time, meals, exercise, and personal priorities, then adjust the template…
Lenny’s Newsletter♥ 8

When to hire your first product manager

Sep 15, 2020 · 7 min
Subscriber post — summary only

Lenny Rachitsky argues that good PMs make product teams better, and that the core PM jobs (shaping, shipping, and synchronizing) must be covered by someone regardless of hiring. He outlines three signs it's time to hire…

Lenny’s Podcast102 min

How to own your career growth and become a powerful product leader

Deb Liu · Aug 4, 2022
Key learnings
  • Treat your career like a product: write down what success looks like in five years, the milestones and skills needed, and measure…
  • Keep balancing learning and impact; the expert you are today will be outpaced by someone still actively learning from the best…
  • Treat setbacks as stepping stones; people who recover from hard feedback and failed products often become the strongest leaders.
SVPG · Marty CaganSep 17, 2025

Forward Deployed Engineers

Sep 17, 2025 · 5 min

Marty Cagan argues that Forward Deployed Engineers (FDEs)—technical product creators who embed with customers to deeply understand their problems—are a powerful practice that applies well beyond the hard, high-stakes…

Lenny’s Newsletter · Free post♥ 20

Healing your co-founder relationship

May 18, 2021 · 11 min

Carole Robin, co-creator of Stanford's 'Touchy Feely' course, answers a reader whose co-founder relationship is deteriorating while the business still needs it to work. She argues that co-founder friction, like marriage…

HEY World · Jason FriedJul 25, 2025

Knives and battleships

Jul 25, 2025

Jason Fried responds to the recurring criticism that Basecamp makes 'yet another' to-do list, chat, or messaging product. He admits the pull toward grander missions in tech is real, but argues it looks odd when applied…

Lenny’s Newsletter · Free post♥ 60

60 ideas to boost your growth

Oct 12, 2021 · 15 min

This guest-written issue, drawn from Ali Abouelatta's First 1000 research, catalogs 60 examples of 'Turbo Boosts,' one-off events that temporarily accelerate growth. It frames them as the fuel-like components of a…

Lenny’s Podcast85 min

Inside the expert network training every frontier AI model

Garrett Lord · Aug 24, 2025
Key learnings
  • Post-training, not pre-training, now drives most model gains, so high-quality expert data targeting specific capability gaps is…
  • The labeling market has shifted from cheap generalist labor to domain experts, so the right supply is credentialed specialists…
  • Access to a trusted audience is the real moat in human data; owning an audience removes customer acquisition costs compared with…